Area Guide
Longboat Key
Gulf-to-bay island living
About Longboat Key
Longboat Key is a 10-mile barrier island stretching between Sarasota Bay and the Gulf of Mexico, known for its exclusive waterfront estates, private beach clubs, and serene island atmosphere. One of the most sought-after luxury markets on Florida's Gulf Coast.
Sold + Pending Activity
Longboat Key Closed Market Snapshot
Averages across 445 sold and 80 pending listings in the Longboat Key submarket. Pre-list and withdrawn activity excluded. Price range: $165,000 – $38,450,000.
| Metric | Value |
|---|---|
| Average Price | $1,867,634 |
| Average Price / Sq Ft | $732 |
| Average Year Built | 1983 |
| Average Living Area | 2,196 sq ft |
| Average Lot Size | 195,558 sq ft |
| Average Days on Market | 95 days |
Data sourced from Stellar MLS via the Adamson Group data pipeline. Last updated May 12, 2026.
Active Market Snapshot
Longboat Key Active Inventory & Recent Sales
A live snapshot of the Longboat Key luxury real estate market — built directly from the Sarasota MLS feed and refreshed regularly. Data through May 12, 2026.
Active Inventory
- Active Listings
- 374
- Median List Price
- $1,049,000
- Median Price / Sq Ft
- $683
- Waterfront Share
- 76%
Of 374 active listings, 285 are waterfront (76%) and 29 are new construction built in 2020 or later (8%).
Active Inventory by Price Band
| Price Band | Active Listings |
|---|---|
| Under $900k | 155 |
| $900k – $1.5M | 82 |
| $1.5M – $3M | 80 |
| $3M and above | 57 |
Active Inventory by Building Type
- low rise263
- mid rise49
- high rise32
Recent Sold Activity
- Sold Listings
- 445
- Median Sold Price
- $1,100,000
- Median Days on Market
- 66
- Sale-to-List Ratio
- 87.2%
Most Recent Sold Comparables
| Address | Sold | Date | Bd / Ba | Sq Ft | Built |
|---|---|---|---|---|---|
| 681 OLD COMPASS RD(waterfront)EMERALD HARBOR | $4,200,000 | 2026-05-08 | 3 / 3.5 | 2,520 | 2022 |
| 2525 GULF OF MEXICO DR #6B(waterfront)ISLANDS WEST | $1,387,500 | 2026-05-08 | 2 / 2 | 1,491 | 1972 |
| 4955 GULF OF MEXICO DR #101POSITANO | $5,250,000 | 2026-05-07 | 3 / 3.5 | 3,122 | 2007 |
| 513 OUTRIGGER LN(waterfront)COUNTRY CLUB SHORES SEC 01 | $2,175,000 | 2026-05-07 | 4 / 3 | 2,162 | 1963 |
| 4127 GULF OF MEXICO DR #N-101(waterfront)LA FIRENZA | $4,750,000 | 2026-05-06 | 3 / 3.5 | 3,582 | 2007 |
Typical Monthly Costs
Median Condo Fee
$1,707/ month
Median Total HOA
$1,600/ month
Active inventory and recent sold data sourced directly from the Sarasota Stellar MLS feed via the Adamson Group data pipeline. Geographic boundaries enforced via PostGIS — listings are assigned to Longboat Key based on actual coordinates, not just postal code. Data through May 12, 2026. All figures approximate and subject to change.
Longboat Key Real Estate FAQ
What is the average home price on Longboat Key?
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As of early 2026, the median home price on Longboat Key is approximately $1,250,000. Gulf-front properties typically start above $2 million, while bay-side condos can be found starting around $500,000. The market has seen a year-over-year price increase of about 4.2%.
Is Longboat Key a good place to invest in real estate?
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Longboat Key has historically been one of the most stable luxury markets on Florida's Gulf Coast. Limited buildable land on the barrier island constrains supply, while demand from affluent buyers seeking waterfront living remains strong. The island's strict building regulations help protect property values long-term.
What are the best neighborhoods on Longboat Key?
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Popular communities include The Resort at Longboat Key Club (golf and beach resort living), Harbourside (bayfront condos with marina access), Bird Key Yacht Club area, and the exclusive estates along Gulf of Mexico Drive. The north end tends to be quieter, while the south end offers easier access to St. Armands Circle.
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